Q&A! Dating For The $$$ Lifestyle & His Secret Deepfake Stash - Ep 469
05 June 2026

Q&A! Dating For The $$$ Lifestyle & His Secret Deepfake Stash - Ep 469

Dear Shandy

About

It's Q&A time! We're back, answering YOUR burning questions! If you loathe your brother's girlfriend's "Influencer" Instagram, are you just being judgy or should you warn him of red flags? If your friend's financial situation has gotten difficult, is it wise to loan her money? If you found your husband's top secret stash, starring a surprising main character, what should you do? And if your boyfriend is loyal and loving but you have a secret fantasy, is it worth it to risk it all for the Unknown? Come join us in our living room for good conversation and the Shandy take!


Interested in getting the Shandy take but don't want to appear on the podcast? Email dearshandy@gmail.com for information about Shandy Off The Record sessions.




A special thank you to our sponsors...

- Shop Sharleen’s favorite Bras and Underwear at https://www.skims.com/shandy!

- Go to https://perelelhealth.com/SHANDY and use code SHANDY to get 20% off your first order!

- Go to https://www.oneskin.co and use code SHANDY to get 15% off!




Time Stamps:

0:00 - Housekeeping

6:20 - Q1: My Brother Is Dating A Superficial Influencer Wannabe—Help!

24:25 - Q2: My Friend Is Having A Difficult Time Financially—Should I Lend Her The Funds?

36:46 - Q3: I Found My Husband’s Secret Stash Of Deepfakes He Created Of Me—Help!

52:20 - Q4: I Have A Loyal Boyfriend But A Secret Fantasy—Do I Take The Leap?



If you have a relationship question, write us at: dearshandy@gmail.com



Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy



Follow us!

Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.